Enantioselective C-C bond cleavage creating chiral quaternary carbon centers

Takanori Matsuda, Masanori Shigeno, Masaomi Makino, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

106 Citations (Scopus)

Abstract

A chiral all-carbon benzylic quaternary carbon center is created by the asymmetric intramolecular addition/ring-opening reaction of a boryl-substituted cyclobutanone, which involves enantioselective β-carbon elimination from a symmetrical rhodium cyclobutanolate. The asymmetric reaction was successfully applied to a synthesis of sesquiterpene, (-)-α-herbertenol.

Original languageEnglish
Pages (from-to)3379-3381
Number of pages3
JournalOrganic letters
Volume8
Issue number15
DOIs
Publication statusPublished - 2006 Jul 20
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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